I flew Southwest from BWI into Chicago Midway for business this week and had an encouraging experience. First time. The nuts were crunchy... the Sprite was cold and the flight got in on time with minimal to no turbulence. Correction- it was delayed at point of origin for 1.5 hours but I wasn't trippin'. Return flight is going to be on Frontier - also first time. That should be an adventure. :/ read more

I still enjoy fly Southwest every now and again depending on where I'm going. I am highly bummed out that they now charge to check bags and assigned seating. Southwest is like the other airlines now. I've also noticed the customer service whether over the phone or in person has gone downhill drastically. It's unfortunate Southwest took the charm it once had away. read more

Not one of my greatest experiences with SWA.. Flight MDW to MCI and flight attendants Chavez & Angelette were very abrupt in rude with questions I had, providing service or rather not providing service. It took on sixth pass for Angelette to grab my trash vs other passengers. I had to say Excuse me and raise my discarded items she proceeded to get the passenger in front of me, dropping their plastic water bottle; then grabbing my cup and proceeded to give me instructions to put my purse under the seat. So glad I made it home. read more

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It was definitely an... experience. The staff at the gate from MCO to Chicago ORD was super kind and we were running late and they let us in with no problem. The flight was super empty and we had our choice of where to sit together (2 travelers). We chose the emergency exit row and the schpeal was given to us clearly and quickly. Here's the kicker. The flight attendants were all very kind. However, we had a pretty bumpy flight and the head attendant kept having to tell people to stay buckled and in their seats. Nearing the end of the flight, over the intercom she went "Ladies and gentlemen... we are going down." proceeded to pause, and then continued "stay in your seats until we arrive at the gate." Biggest heart attack we've ever had on a plane. No "just kidding" or anything. Anyways we landed just fine. But someone needs to tell that lady to change the descending language or get a new sense of humor if that's what that was. read more

Had a layover through here. Not bad of a setup though i think the back end is a little crowded as most of the flights did cone through this section. read more

I absolutely love flying Southwest Airlines and this location is no exception. There's just something so easy about their terminals offering plenty of seating, food court and shopping options, charging stations, friendly, helpful staff and organized boarding processes. There's never an issue when I fly through here. read more

The incident on May 23, 2026 should have never happened. The mother struggling to board with her mental disabled children was painful to hear. Do better, Southwest Airlines. read more

Why do we have assigned seats and no free checked baggage now? The whole point of Southwest wasn't so much the prices, it was knowing exactly the alternative format and inviting offers. read more

Southwest Airlines - Waiting - Airlines Near Me - Chicago, Illinois

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Realities and perceptions change. Despite several setbacks during my birthday trip to Chicago, the Spanish-speaking team at Southwest Airlines: Linda, Nataly, and Emily; showed extraordinary dedication. They focused not only on company procedures but on the well-being of the traveler, offering support, empathy, and real solutions at every moment. Thanks to them, everything was resolved in the best possible way. Today, with gratitude and relief, we're heading back to California Thank you, Southwest Airlines Spanish Team. Your commitment and human touch truly made the difference. read more

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Anytime I fly into or our of Chicago, Southwest via Midway is always top of my preference list. Given the amount of directs to and from, they always come in clutch and make travel days a bit less worrisome than other carriers, at least for me. My latest travel via SW at MDW was a round trip from BNA. Incoming flight and deplaning at MDW was okay, no issues. Boarding, departure and the flight itself headed back was also solid, on time and uneventful. Gate agents for SW can be hit and miss, but they always seem helpful when needed. The gate for my departing flight changed, and I appreciated the clear and multiple announcements made in the gate area. The planes definitely could use some upgrading. Seats are comfortable and space is decent, but the entertainment and electrical ports need some help. Overall, since moving to BNA, I have become a Southwest loyalist. MDW is one of my repeat destinations each year and I appreciate SW making it happen with minor issues, if any at all, each time. read more

This was definitely a different airline experience for me! First time ever flying, where you don't choose your seats when purchasing tickets. I decided to pay a little extra for the early boarding and I checked in on the app as close to the 24 hour check in time as possible and was able to be in the first group boarding, which was kind of cool we were able to sit in the very front lots of big legroom there but unfortunately, the rest of the seats are all squished together and that!? I am not a fan of! The airline attendants were wonderful! The snacks? They gave us pretzels and Oreo cookies! Seriously? And for a four hour flight, they did not offer any other food options drink options were good. I think I prefer other airlines over Southwest read more

Flying Southwest out of Chicago was surprisingly painless. The staff were friendly, the boarding process didn't feel like a wrestling match, and the flight was on time. Bigger overhead bin storage was a plus! Seats aren't first-class, but hey, neither is my budget, still, I survived in comfort! read more

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This Southwest Airlines is located in Chicago Midway International Airport. When flying out to Lombard Chicago from Las Vegas, I typically fly Southwest, non-stop, to Chicago Midway. All of my flights are typically on-time or early! This latest flight coming from Las Vegas to Midway on a Sunday, arrived 30 minutes early! The Southwest Airlines terminal is beautiful in Midway! There are so many restaurants and shops available inside the terminal! The Southwest Team at Chicago Midway are amazing too! When I check my bag at their luggage or have any questions to ask at the gate, the team members are super helpful! The boarding process is relatively easy and smooth. They call up different sections to board the plane, unlike other airlines where you choose a seat prior to paying for your ticket. A drink and snacks are offered on Southwest Airlines if the flight is long distance. I'll be flying out from Chicago Midway on Friday back to Las Vegas! I don't use any other airline to fly from Vegas to Chicago! It's a great experience! read more

Southwest Airlines - Airlines Near Me - Chicago, Illinois

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When I say Southwest Airlines couldn't have given me a better start to my trip. These two truly made my bachelorette experience beyond what I could've ever imagined read more

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Paying for preferred seating at the front of the plane while baggage flies coach. Southwest went down the toilet when Herb Keller passed.

Chicago Frantic yet efficient. One of the most packed places for southwest. Lots of folks who were unfamiliar with the process. They were redirected which allowed folks to get boarded. Once boarded to achieve the on time departure we were placed on hold for maintenance. Always frustrating and a relative in common event. Kind folks took most of the edge off the frustration. The lady next to me offered me some tasty come. The kind gesture was accepted and smacking on the fresh gum helped with the delay. The flight was entirely full. Actually overbooked and a $1,200 voucher was offered up. If I was traveling alone I would have taken advantage of the offer. The boarding are was packed. It took some effort to grab a seat. Overall a pleasant experience. Still waiting to depart. Pilot just came on and assured we'd be wheels up shortly. I'll take his word an close out the review. If there are any changes be assured I'll be back to edit. More delays. One star deduction! lol So, this is one of the nicer planes. read more

Southwest Airlines - Airlines Near Me - Chicago, Illinois

Southwest Airlines is my absolute favorite airline to flying from Las Vegas to Chicago and back to Vegas. Booking directly on the Southwest Airlines app, and it's very easy! Planes are clean, seats are comfortable. Service is great, and attentive. No other airline can beat the (2) free checked bags! I also like the no seat assignment system. Hope they are keeping it! I love the free WiFi and the onboard entertainment options. Snacks and nonalcoholic beverages are also included! Alcoholic beverages can be purchased. read more

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Southwest Airlines is a great way to fly! From booking to checking and flight info, this airline is my favorite. The app is easy to use, the pre-booking and no baggage fees are the best! I will be using Southwest for all my future flights and glad to have use them on my holiday ventures. I highly recommend Southwest Thank you for your great service read more

Southwest Airlines - Airlines Near Me - Chicago, Illinois

I watched them tell people to take off their tiny little crossbody bags and put them on carryon. The staff was exuding so much power and control issues it was bizarre. I've flown with them always for years and I've never see them act like this. read more

I can't and won't say anything but great things about Southwest as I travel exclusively with them simply for the fact that they allow 2 free checked bags & 2 free carry on bags along with an open seating policy. Always friendly staff read more

Southwest Airlines - Airlines Near Me - Chicago, Illinois

This is specifically for my Southwest experience at Midway, since that's the address listed for this Yelp business entry. They cover a large part of the flights in and out. Check-in was a breeze. The staff working at each gate are professional and friendly, and they can also be a bit entertaining among their announcements and sometimes the chatter they share as they banter with each other. Airport experiences aren't always enjoyable - the folks who help you here do their part to make it better. read more

Southwest is pretty good. Checking in bags can be quick, printing out paper boarding pass can be quick also if you know your confirmation number, and picking up bags can also be quick too. I like how SW has credit toward other flights in case you need to change your flights or even cancel flights! read more

Flew them 4 times this month, Feb. 2026. Internet, when it does work which is spotty, is to slow to be useable. Now flight attendants lie when I heard several nearby passengers ask to move their seats, even on 70% empty plane because of weight and balance problems. Prior to Jan. 27, 2026 this was NEVER a problem but suddenly now is?! read more

Southwest is a great discount airline. On a good day their fares are very low compared to the legacy carriers and I get free baggage check and free seat selection at boarding time. Just be quick to check in early so you can get a good position in the boarding process. They fly to a lot of places in the US and Caribbean, so it's an easy choice for a short trip. I don't know if I would take them on a very long trip since their 738 regular seats are not that great for a long long flight. I have flown them probably over 20-30 times and I have always found their flight attendants very cheerful, happy and attentive. A good choice....and if you are a member of their rewards program...you get points toward future flights.... read more

Southwest Airlines - Airlines Near Me - Chicago, Illinois

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@southwestair sent a message asking me to change my flight to convenience them and offering a flight credit. i made the change only to find out the credit was a whopping $20 per ticket. had i known that, i would not have changed. of course the basic fare seats were not available when i tried to change back. $20 isn't even enough to pay an additional day's parking. ridiculous. and their comment/complaint form returned a form letter reply. #failsouthwest. that credit is missing at least one zero for each ticket. read more

I really recommend this airline. I was planing to go to Kansas then to Chicago. Then things changed and I already had tickets booked for Kansas and Chicago. Then I had to cancel the trip to Kansas because it was not fitting with the concert tickets I already bought a year ahead. I forgot. So when I remembered I decided not to go to Kansas. So it was very easy to make the changes on the southwest app. There was No extra charge for changing the tickets. Now I have one ticket to Kansas that I can use any time. My flights were on time and very easy to check in on the app. I was able to check in a big luggage without any extra cost. I will use their services again when. I have the chance. Definitely great service and helpful attendants. I didn't get any pictures of the inside of the plane. The room is very limited if you want to be spacious you have to pay for that. read more

Southwest Airlines - Ready for the long day!! HHD everyone!! Little vacay it's over. - Airlines Near Me - Chicago, Illinois

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If I could give zero stars for how I was treated by Southwest Airlines staff, I would. I was denied boarding today simply for calmly asking a question after being spoken to rudely by a gate agent. As I approached to board, the agent snapped at me, saying, "Why are you in the front? Go to the back." I complied without issue. When I got to the scanner, I asked, "Is this how we treat veterans?" and she immediately became defensive and said, "How would I know that? Is it written on your shirt?" I made it clear I was just asking a genuine question and stayed calm throughout. Still, she escalated the situation by calling over a supervisor. When I explained what happened to him -- again, calmly and respectfully -- he told me I was "too crazy to fly" and denied me access to the flight. Keep in mind, the original agent was actually still trying to let me board, but the supervisor overruled her. The supervisor, Edwin, refused to give me the gate agent's name -- only his own. I was told I would be rebooked, but that I'd have to cover my own hotel for the night. That's unacceptable, especially since I did nothing to deserve being removed from a flight. Even after speaking to someone above the operations manager, still no accountability. No apology. No resolution. Just a wall of silence and a ruined travel experience caused by unprofessional, disrespectful staff. If this is how Southwest treats paying customers and veterans, then leadership needs to take a serious look at who is representing the company at the gate. Edwin and the agent involved should absolutely be investigated, if not removed from their positions. Southwest, do better -- or replace the people who clearly don't reflect your core values. read more

Southwest Airlines - Airlines Near Me - Chicago, Illinois

Flight was great and on time. Southwest is so awesome since they offer such great bonuses on their rapid rewards points as well as companion passes (who doesn't love free flights) with very little work to do. I signed up for their credit card and my hubby did too. That gave us the points we needed to book flights as well as eventually earning the companion pass for 2 years free flights just for normal spending. I love travel and I can do more thanks to free flights! Planning travel is my favorite hobby! You can also be rewarded if you apply here and are approved for the card. Safe travels!! https://www.referyourchasecard.com/226n/4HUX0EOUYQ read more

Southwest Airlines - Pensacola air show was fantastic. Southwest points made this flight to see it possible. - Airlines Near Me - Chicago, Illinois

Southwest airlines always has great customer service wonderful help to check in and accommodate passengers as helpful as they can.

Luggage claim took almost an hour from arrival with huge gaps in time between. They Broke my luggage and had no apology and took no responsibility, only showed major attitude. read more

Flights are delayed and cancelled constantly: you'll find out folks on the flight waiting with you for updates have been texted and emailed and you weren't to save money. Their customer support is awful and should be investigated. Make sure to la e a formal complaint with the airport manager and follow up with a written mailed letter about how awful this airline is. My flight to LA was delayed over 4 hours and not one apology or communication yet lots of my fellow fliers were offered an apology and free flight. When I called the customer support someone named Paige talked down to me and argued repeatedly that they didn't have my info. Right. Over 10 years as a customer and I guess you can be singled out and not even offer d an apology . I would have gladly booked with another airline but they communicated only to some people. I cancelled 8 round trip flights for work and booked them with United. Don't reward them. read more

The flight attendants are always friendly, on my opinion. I sat in an ext row and our flight attendant gave the best instructions on what do you do in case of emergency. Usually they just ask if you're willing and able to assist. I just wish they offered in flight entertainment at least on flights that are three hours or more. But I do appreciate the lower airfares. So it's given with Southwest. But overall, this is a decent airline. read more

Southwest Airlines - Back to work. - Airlines Near Me - Chicago, Illinois

Flight 2657 from midway Chicago to Boston. Asked if I could switch seats at the terminal gate over an hour before the flight. There were 3 seats closer to the front. Explain my need to be able to exit the plane quickly in Boston to catch a bus to Maine. They wanted to charge me $52 to move my seat. That's ridiculous! It's 90 minutes before the flight-they should be more willing to move seats for passengers without charging them! Haven't flown Southwest in years. Will not fly them again! read more

Southwest Flight 4713: My elderly father in a wheelchair was not properly accommodated. Gate agent followed us, lied about facts, and escalated unnecessarily. This is not how families should be treated. #AirlineIssues #SouthwestAirlines #Accessibility read more

Temperature was in the single digits when we landed. No one was available to open the door for deplaning, but they opened the back door so that they could load up on pretzels for the next flight. We had to wait in freezing temps for about half an hour. Massive screw up. Hate these folks. read more

Update: this past Memorial Day weekend, my flight to DCA was heavily delayed for 2.5+ hour. Originally, I was supposed to arrive at 10:04 pm. Instead, we arrived at 12:40 am. I would have been fine if they issued me a voucher but I guess they changed their policy to be more picky. Their customer service have definitely gone down. My flight back to Chicago was also delayed. Not sure what the reason was since it wasn't weather related. I'll recommend paying the extra money to take United or American to avoid all of the delays. read more

Southwest Airlines - Airlines Near Me - Chicago, Illinois

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***Late post from my Oct 2023 East Coast trip*** Back in Oct 2023, I went on a solo trip to the East Coast to celebrate my milestone birthday. I flew Southwest (SW) Airlines out from Ontario International Airport - ONT. I love SW! It is my go-to domestic airline. Too bad they don't fly international. Although I am happy they fly to Hawaii nowadays... I haven't flown to Hawaii yet, but I will one day. During the flight, the crew was on top of their tasks in making sure the passengers were comfortable. I always enjoy their complimentary drink and snack. I miss their peanuts, but I think their pretzel snack is much better. I prefer to sit in the aisle seat and luckily I got an aisle seat on this flight. Landing was very smooth. Deplaning was quick and easy. My one stop for a few hours was at Chicago Midway International Airport - MDW. Southwest check-in crew and crew on plane were very pleasant. Boarding was swift and easy. Their boarding system works very well IMHO. Since it was a full flight, I didn't get my aisle seat and that's okay. I ended up sitting in the middle seat which was fine. Take off was successful. Thanks Southwest! We were on our way to Myrtle Beach International Airport - MYR... P.S. I will post photos later. Thanks for your patience. read more

I've flown Southwest through this airport a few times now and it's always been a pretty smooth experience. I love that they decorate the gates for the holidays. Lately Southwest is all I fly because I can get the two free checked bags (essential for bringing goodies back from trips) and as long as I don't forget to check into my flight 24 hours ahead of time... right on the dot... I usually get a good boarding place. The staff has always been friendly and helpful when I've interacted with them and I'm always happy when I fly through this location. read more

I was sitting in a wheelchair at gate entrance to board the airplane beside gate agent. Our flight was delayed twice and a gate change occurred too. A passenger in another wheelchair stated it's probably bad weather. I decided to ask the gate agent if a reason was put as to why a delay was happening since my neighbor at home said it was clear skies. I asked the gate agent black female (name started with La...) a question and she responded "hello" and just looked at me. I looked over my shoulder and then turned back to her and asked if she was on the phone. She said no, the proper thing to say is hello. I told her I'm not your child, you're at work. She resumed looking at the desk and refused to answer my question. Later 2 pilots walked up and asked her a question & she didn't make them say hello AND she answered their questions. That's when I called Southwest to file a complaint. While on the phone with Southwest customer service, the gate agent answered 5 other people without making them say hello. I've never heard you must say "hello" prior to asking a question. Employees shouldn't bring their personal opinionated ways to work. I don't believe Southwest told her it's mandatory for customers to say "hello" prior to them assisting customers. She needs to be retrained or demoted from interacting with customers. Also she didn't do wheelchairs 1st. She said people that can walk will go 1st. Handicap should never fly Southwest if employees like her remain... untrained in procedures existing for decades. read more

I'm very mad I have a flight at 8:50am to go to Tampa bay they rescheduled until 5 now they changed until 6pm we where been here 6am read more

Southwest Airlines - Airlines Near Me - Chicago, Illinois

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